
Smoking friendly holiday rentals in Western Massachusetts
Find and book unique smoke-friendly rentals on Airbnb
Top-rated smoke-friendly rentals in Western Massachusetts
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

1880s balconied luxury pad, best downtown location
Bright, newly renovated, luxuriously furnished, tree-lined flat a few steps from Northampton's vibrant downtown. Sliding glass doors open to a lovely balcony overlooking trees and roofs. Open floor plan, eat-in butcher-block kitchen, dishwasher, living room with movie projector, home theater system, queen pullout sofa. Spacious queen bedroom with 42" HDTV, private study nook. Access to yard areas with outdoor dining table, heated 36-ft pool, play gym. Basement washer/dryer. Off-street parking.

Runamuk Farm
Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of our camp.

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)
This isn't your typical bougie & hip upstate Airbnb, it's definitely not too modern and it definitely ain't the prettiest but it's got some soul and dope vibes. This was the first property I bought when I moved upstate and me, my dog and roommates lived here for years before I started renting it! It's a great space for an affordable getaway for a couple (with your pet!) or for a group of homies. Centrally located within 10 mins to Woodstock, Hunter, Saugerties, Kingston, etc - come relax <3

UConn Studio Suite GetAway Clean 5 Star Woods 3pp
The GetAway Studio Suite on Rock Farm, quiet, safe, 600 sf open concept floor plan w/ 9ft ceilings. Peaceful, secluded, woods. A king bed guests love, add twin bed for adult, 2 children on sofa bed. kitchen, dining, living area & bath. Pillow choices. Sundries & amenities. WIFI 500 Mbps, TV ROKU, Play yard, DIY breakfast! Parking, shopping, groceries, lakes, 13 min UCONN, 20 min Hartford, trails & parks. WE ARE 5 ⭐️ clean w exc hospitality. See The Hide Away 2 bdrm www.airbnb.com/h/atrockfarm

Great Getaway! 2 Bdrm Apt-Sleeps 5 in Village
INEXPENSIVE HOUSING ? CLEAN and a GREAT LOCATION Check out our Monthly & Weekly Rates 2 -Bedroom Apt in peaceful & central Saugerties village 3 Beds (Queen, Full & Twin) Short walk to Main St/HITS/ Lighthouse/Diamond Mills Hotel Fully equipped kitchen w/ Coffee & Teas Large patio deck with church view FREE parking Short drive to Woodstock etc Patio Deck NO PETS (Sorry, no laundry or TV ) Strong WiFi Over 2 guests = Extra Charges Per Person ( TV Service upon request - Extra Charge )

Hot Tub, Fire Pit, Fully-Fenced Yard, Wood Stove
Pet friendly, with a fully fenced in yard, The Hartwood House is the perfect upstate getaway. Located in beautiful West Saugerties, this 2 bedroom/1 bath home is designed to unwind and relax. Secluded and quiet, a central base to explore the Catskills. Just minutes to all the Woodstock/Saugerties destinations, HITS, Hunter Mountain, and more. This is a private oasis in the heart of the Catskills. Features include a hot tub, fire pit, BBQ, and more to make experience one you'll never forget!

Walk To Wilmington Village
This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Washer/dryer Smart TV with premium streaming services The front porch, side porch, and the yard on that side is all private and for you to enjoy. Please note, I live next door, and I have a dog.

Apple Blossom Cottage: A Tiny House
The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Cozy tent in the trees on organic flower farm
Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

Cozy Winter Upstate Cabin
Beautiful 2 bedroom/1 bath home centrally located between Woodstock and Saugerties in the gorgeous Catskill Mountains. Come for hiking, skiing, shopping and dining, it is all at your fingertips! Your home is a chic cabin situated on a large property and provides a fully stocked kitchen if you choose to cook at home, a gas grill, and fire pit in the back yard for evening enjoyment. Visit the many fun shops just down the road, or one of our lovely locally owned restaurants! Enjoy!

The Stone Cottage: Close to skiing & hiking
In the 1700s Queen Anne of the Netherlands gifted a parcel of land to her Dutch subjects, the Schoonemakers. The family built a stone cottage, from which they cultivated acres of orchards in the Hudson Valley. Today, you can stay in this 275-year old stone cottage and enjoy its modern kitchen, European bath, wide-plank pine floors and sun lit bedrooms. Half a mile away, you'll find Falling Waters preserve with hiking trails through the woods and down to the Hudson River.

Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.
Popular amenities for smoke-friendly rentals in Western Massachusetts
Smoke-friendly flat rentals

Rose’s place

Steele Brook Manor

Susie's Climax Creations

Quaint cozy vermont apartment

Spacious convenient to Hospital and capital

NE Historical Mansion-pets and pet lovers welcome

Walkable Modern 2BR in Downtown - Left Unit

The cozy corner in Eastern CT
Smoke-friendly house rentals

Cozy Adirondack Lodge | Pond, AC, Pet-Friend

Hudson Escape W/ Hot Tub + Bridge View

Entire lake house to yourself. Great for groups

Quiet Waterfront Retreat

Serene Kingston home on 1 acre! Kid & Pet Friendly

Berkshire Lakefront Lighthouse Getaway

Woods n’ Wetlands Studio (Near Ski/ Snowboard MTN)

Springfield Stay for 8 with Parking & Laundry
Other smoking-friendly holiday rentals

Rustic Private Island Cabin on Lake

Grumpy Coquí Camp - El Caney

Rock River Cottage with Hot Tub, Fireplace & Beach

Quiet and Cozy Country Cottage

True Shangri-la, Country Retreat

Farmstay. Vintage camper on a real working farm.

Camp on our farm (and gaze at the stars)

Country Guest Cottage/Barn
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Fitness-friendly rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Townhouse rentals Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Farm stay rentals Western Massachusetts
- Tiny house rentals Western Massachusetts
- Flat rentals Western Massachusetts
- Loft rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Hotel rooms Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Bed and breakfasts Western Massachusetts
- House rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Rentals with a patio Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Beachfront rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a cinema Western Massachusetts
- Waterfront rentals Western Massachusetts
- Rentals with a washing machine and dryer Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Private suite rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with a firepit Western Massachusetts
- Rentals with beach access Western Massachusetts
- Guest house rentals Western Massachusetts
- Rentals with an accessible-height toilet Western Massachusetts
- Apartment rentals Western Massachusetts
- Luxury rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Holiday home rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Smoking-friendly rentals Massachusetts
- Smoking-friendly rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- New York State Museum
- The Egg
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- University of Massachusetts Amherst
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- Smith College
- Connecticut Science Center
- June Farms




